Title: Gaiole in Chianti Vacation Packages & Trips 2026 from CA $1,160 | Expedia.ca [Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Vacation Rentals in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide) ![](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Gaiole in Chianti Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Gaiole in Chianti Vacation When a city getaway is calling, answer it with a Gaiole in Chianti vacation package. The neighborhood of Badia Coltibuono, which is great for families, nature and walking, makes an excellent base for your adventures. Any trip to Gaiole in Chianti needs a well-crafted itinerary. Fill yours with famous sights like [Castle of Brolio](https://www.expedia.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction), [Meleto Castle](https://www.expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) and [Castello di Albola](https://www.expedia.ca/Castello-DAlbola-Radda-in-Chianti.d553248621532500720.Vacation-Attraction). Whoever you're going away with and whether your budget is big or small, your dream Gaiole in Chianti vacation is only clicks away with Expedia. ## Top Gaiole in Chianti Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence CA $1,160 per person May 5 - May 8 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Florence (FLR) 7.6/10 Good! (1,002 reviews) 9 day stay. The property hit my must-haves! Central location, clean, affordable, and safe. 5/5 in all these areas! There is nothing they can do about dirty streets but the filth did not cross the threshold. T2 tram from the airport is 2 blocks away. The central market is 2 blocks in the other direction. Key card swipe after dark. 24 hour desk service. Breakfast on the 5th floor with views. Very courteous staff. The only complaint is breakfast tables are cleared very quickly while I went for a americano refill. Will definitely return here. Reviewed on Jan 3, 2026 ![Hotel Berchielli](https://images.trvl-media.com/lodging/1000000/530000/521300/521260/3061994d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Berchielli Historic Centre of Florence CA $2,615 per person May 1 - May 7 found 16 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Florence (FLR) 9.4/10 Exceptional! (1,002 reviews) Very good Breakfast with many food options. Great service ! Reviewed on Jan 21, 2026 ![Rivoli Boutique Hotel](https://images.trvl-media.com/lodging/1000000/30000/25100/25023/w2557h3840x3y0-33247bda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rivoli Boutique Hotel Historic Centre of Florence CA $2,019 per person Apr 18 - Apr 24 found 1 day ago Roundtrip flight included Toronto (YYZ) to Florence (FLR) 9/10 Wonderful! (1,000 reviews) Fourth time staying here. Love this hotel - staff, rooms, location and breakfast Reviewed on Oct 29, 2025 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence CA $1,199 per person May 5 - May 8 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Florence (FLR) 7.8/10 Good! (1,000 reviews) This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance. Reviewed on Jan 15, 2026 ![Palazzo Firenze by Baglioni Hotels & Resorts](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152276/479e9ac2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Firenze by Baglioni Hotels & Resorts Historic Centre of Florence CA $2,992 per person May 5 - May 8 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Florence (FLR) 9.4/10 Exceptional! (233 reviews) Gorgeous boutique hotel, like museum Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!! Reviewed on Aug 21, 2025 ## Ready to book your vacation to Gaiole in Chianti? Choose your dates ## Gaiole in Chianti Hotel Deals ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castello di Spaltenna- Small Luxury Hotels of the World Via Spaltenna 13 Gaiole in Chianti SI 9.4/10 Exceptional! (260 reviews) All good Reviewed on Oct 20, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true®ionId=603149) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true®ionId=603149) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Agriturismo San Sano Località San Sano Gaiole in Chianti SI 10/10 Exceptional! (82 reviews) You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism. Reviewed on Nov 9, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=603149) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=603149) ![Ultimo Mulino Wellness Country Hotel](https://images.trvl-media.com/lodging/1000000/930000/920300/920216/ddb477f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ultimo Mulino Wellness Country Hotel Localita La Ripresa di Vistareni Gaiole in Chianti SI 8.6/10 Excellent! (146 reviews) Fantastico Reviewed on Oct 12, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=920216&PinnedHotelID=920216&HadPinnedHotel=true®ionId=603149) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=920216&PinnedHotelID=920216&HadPinnedHotel=true®ionId=603149) [See all 8,265 properties in Gaiole in Chianti](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=603149) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Gaiole in Chianti #### Medieval Tower of Barbischio Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours. [](https://expedia.ca/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.Vacation-Attraction) #### Church of San Sigismondo After visiting Church of San Sigismondo, make a plan to see the other sights and activities in Gaiole in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours. [](https://expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) ### What to do in Gaiole in Chianti ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena, San Gimignano, Monteriggioni & Chianti from Florence CA $84 per adult **88%** of travellers recommend [](https://expedia.ca/things-to-do/siena.a553041.activity-details) ![Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://mediaim.expedia.com/localexpert/50461757/3e831945-ea8c-42c0-99b8-ad639429e34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena: Civic Museum and Palazzo Pubblico Entry Ticket CA $16 per adult [](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) ![Wine Tasting in Tuscany](https://mediaim.expedia.com/localexpert/3575311/e0ae8813-3d7f-4797-b9dd-5fb830d13057.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Casa Emma Wine Tasting CA $57 per adult [](https://expedia.ca/things-to-do/casa-emma-wine-tasting.a3575311.activity-details) [See all activities in Gaiole in Chianti](https://expedia.ca/things-to-do/search?rid=603149) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app